Getting Real with Jenny Tolman

Jenny Tolman grew up around music, but her path to finding her voice was anything but easy. In high school, she found herself in an abusive relationship that changed the course of her life. Songwriting became her escape, then her healing, and eventually her confidence. As the pain faded, the music turned brighter, and Jenny realized she didn't just love music, she was meant to do it. Her very first show was at the legendary Bluebird Cafe, and through songwriting she met her husband, Grammy nominated producer Dave Brainard. After Dave was brutally assaulted in a crosswalk attack, Jenny knew without question that he was her person and that she wanted to be with him forever. Shortly after having her son Bear, Jenny was cast on The Road, starring Keith Urban, Blake Shelton, and Gretchen Wilson, becoming one of 12 finalists while balancing new motherhood and full time touring. It was the hardest and most life changing year of her life and proof that sometimes the bravest thing you can do is keep going.

You can listen to Getting Real with Jenny Tolman online on Radio and Podcast. Open the player on this page to stream the available audio.

Getting Real with Jenny Tolman is an episode from Get Real with Caroline Hobby by iHeartPodcasts.

This episode is 66:32 long.

This episode was published on Jan 19, 2026.

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